Water → HCID 22724239, compound

HRID 2086893Notes

Reaction equation

HRID 2086893 reaction equation
Br[CH2:2][C:3]1[C:8](=[O:9])[N:7]([C:10]2[CH:11]=[C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:13]=[CH:14][CH:15]=2)[C:6]2[N:22]=[CH:23][CH:24]=[CH:25][C:5]=2[N:4]=1.[CH2:26]([N:28](CC)[CH2:29][CH3:30])[CH3:27].[OH2:33]>C(#N)C>[O:33]1[CH2:30][CH2:29][N:28]([CH2:2][C:3]2[C:8](=[O:9])[N:7]([C:10]3[CH:11]=[C:12]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[CH:13]=[CH:14][CH:15]=3)[C:6]3[N:22]=[CH:23][CH:24]=[CH:25][C:5]=3[N:4]=2)[CH2:26][CH2:27]1

Participants

5

Reactant 3

HCID 962WaterHCID 8471TriethylamineHCID 22724084HCID 22724084, compound

Product 1

HCID 22724239HCID 22724239, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 2-bromomethyl-4-(3-biphenylyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (200 mg) in acetonitrile was added triethylamine (0.14 ml) and morphorine (0.089 ml). The reaction mixture was stirred for 5 hours at 60° C. The mixture was poured into water and extracted by ethyl acetate. The organic layer was evaporated. The crude product was purified by chromatography (SiO2) to obtain 2-(1-morpholinomethyl)-4-(3-biphenylyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (110 mg) as yellow powder.

Workup

  1. extractionextracted by ethyl acetate
  2. customThe organic layer was evaporated
  3. customThe crude product was purified by chromatography (SiO2)

Sources & evidence

ORD record
ord-3319675242f942b3b0787b37f942ee48
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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